3-BroMo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylic acid synthesis
- Product Name:3-BroMo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylic acid
- CAS Number:500011-86-9
- Molecular formula:C9H5BrClN3O2
- Molecular Weight:302.51
500011-85-8
124-38-9
500011-86-9
At -78 °C, 2-(3-bromo-1H-pyrazol-1-yl)-3-chloropyridine (3.04 g, 11.8 mmol) was dissolved in anhydrous THF (25 mL), keeping the reaction temperature below -71 °C. LDA solution (6 mL, 2M) was added slowly and dropwise. The reaction mixture was stirred at -78 °C for 15 min and then bubbled with carbon dioxide gas for 10 min. Subsequently, the reaction system was slowly warmed to -57°C and continued to -20°C. Upon completion of the reaction, the reaction was quenched with water. The reaction mixture was concentrated and dissolved in water (100 mL) and ether (80 mL), and an aqueous NaOH solution (1N, 2 mL) was added. The aqueous phase was washed with ether and acidified with aqueous HCl (2N). The precipitated solid was filtered, washed with water and dried to give 3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxylic acid (2 g, 59% yield) as a brown solid.
500011-92-7
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500011-86-9
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Yield:500011-86-9 92%
Reaction Conditions:
with water;sodium hydroxide in methanol at 20; for 5.5 h;
Steps:
1.5 Example 1
32 g of ethyl 3-bromo-1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxylate was added to the reaction flask,Sodium hydroxide 5.5g,Methanol (110 ml) and water (100 ml)Stirring reaction at room temperature 5.5h,Methanol was distilled off under reduced pressure,The organic layer was extracted with ether,The aqueous phase was acidified with concentrated hydrochloric acid to pH = 2,There is a fixed precipitation,filter,Dried to give 1- (3-chloropyridin-2-yl) -3-bromo-1H-pyrazole-5-carboxylic acid.
References:
Nantong Yaben Chemical Co., Ltd.;Lv, Jian;Niu, Yuehui;Wu, Zhengguang CN106187998, 2016, A Location in patent:Paragraph 0009; 0012
500011-85-8
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500011-86-9
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1045077-26-6
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500011-86-9
169 suppliers
$8.00/250mg
500011-85-8
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$210.25/1g
500011-86-9
169 suppliers
$8.00/250mg
697799-65-8
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500011-86-9
169 suppliers
$8.00/250mg